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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325125Generated: October 27, 2026

Citric Acid → 5-Heptyl-2-oxo-tetrahydro-furan-3-carboxylic acid methylester

https://huagongshe.com/reaction/325125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantGamma-undecalactoneHCID 7714—
ReactantDimethyl CarbonateHCID 12021—
ReactantSodium hydrideHCID 24758—
Product5-Heptyl-2-oxo-tetrahydro-furan-3-carboxylic acid methylesterHCID 1540538056.4%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a mixture of 203 g 5-heptyl-dihydro-furan-2-one and 390 g dimethylcarbonate was slowly added 40 g of sodium hydride. The temperature increased to 65° C. After the temperature returned to room temperature, the reaction mixture was poured into saturated citric acid and extracted with hexane. The organic layer was dried and evaporated to dryness. The residue was distilled to yield 150.5 g of a colourless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06222062B1
Source datasetuspto-grants-2001_04
ORD IDord-ae3aad03df2e4781a7b3f3048e48aac5
Source noteuspto-grants-2001_04